Following the Torrecampo fight, Pacquiao continued undefeated for his next 15 fights. He went on another unbeaten run that saw him take on the vastly more experienced Chokchai Chockvivat in flyweight division. Pacquiao knocked out Chockvivat in the fifth round and took the Oriental and Pacific Boxing Federation (OPBF) Flyweight title. After one official defense and two non-title bouts, Pacquiao got his first opportunity to fight for a world title. Pacquiao captured the World Boxing Council (WBC) Flyweight World Title (his first major boxing world title as well as the flyweight lineal title) over Chatchai Sasakul by way of knockout in the eighth round. He defended the title successfully against Mexican Gabriel Mira via a fourth-round technical knockout. However, Pacquiao lost the title in his second defense against Medgoen Singsurat, also known as Medgoen 3K Battery, via a third-round knockout. The bout was held in Nakhon Si Thammarat, Thailand. Singsurat got Pacquiao on the ropes and landed a flush straight right to the body coiling Pacquiao over and keeping him there. Technically, Pacquiao lost the belt at the scales, as he surpassed the weight limit of 112 pounds.Following his loss to Singsurat, Pacquiao gained weight anew and skipped the super flyweight and bantamweight divisions. This time, Pacquiao went to super bantamweight or junior featherweight division of 122 pounds, where he picked up the WBC Super Bantamweight International Title. He defended this title five times before his chance for a world title fight came. Pacquiao's big break came on June 23, 2001, against former IBF World Super Bantamweight champion Lehlohonolo Ledwaba. Pacquiao stepped into the fight as a late replacement on two weeks' notice but won the fight by technical knockout and won the International Boxing Federation (IBF) Junior Featherweight World Title belt, his second major boxing world title. The bout was held at the MGM Grand Las Vegas, in Las Vegas, Nevada. Pacquiao went on to defend this title four times under head trainer Freddie Roach, owner of the famous Wild Card Gym in West Hollywood.On November 15, 2003, Pacquiao faced Marco Antonio Barrera at the Alamodome, San Antonio, Texas, in a fight that many consider to have defined his career. Pacquiao, who was fighting at featherweight for the first time, brought his power with him and defeated Barrera via technical knockout in the eleventh round and won The Ring Featherweight World Title (as well as the lineal featherweight champion), making him the first Filipino and Asian to become a three-division world champion, a fighter who won world titles in three different weight divisions. He defended the title twice before relinquishing it in 2005On March 19, 2005, Pacquiao moved up in super featherweight or junior lightweight division of 130 pounds, in order to fight another Mexican legend and three-division world champion Érik Morales for vacant WBC International and IBA Super Featherweight Titles. The fight took place at the MGM Grand Las Vegas. In this fight, Pacquiao sustained a cut over his right eye from a from an accidental clash of heads in the fifth round. He lost the twelve-round match by a unanimous decision from the judges. All three scorecards read 115–113 for Morales.
On June 28, 2008, at the Mandalay Bay Resort and Casino in Las Vegas, Pacquiao defeated David Díaz in lightweight division via ninth-round knockout and won the WBC Lightweight World Title. With the victory, Pacquiao became the first and only Filipino and Asian to become a five-division world champion, a fighter who won world titles in five different weight divisions, and also became the first Filipino fighter to ever win a world title at lightweight. During the fight, which Pacquiao dominated, Díaz was cut badly on his right eye in the fourth round. After the bout, Díaz acknowledged Pacquiao's superior hand speed, stating "It was his speed. It was all his speed. I could see the punches perfectly, but he was just too fast."On December 6, 2008, Pacquiao moved up to the welterweight division, in order to face the six-division world champion Oscar De La Hoya at the MGM Grand Las Vegas, in a fight called "The Dream Match". Presented by Golden Boy Promotions and Top Rank, the bout was scheduled as a twelve-round, non-title fight contested at the 147-pound welterweight limit. Although Pacquiao went into the fight widely recognized as the leading pound-for-pound boxer in the world, some boxing pundits had speculated that 147 pounds could be too far above his natural weight against the larger De La Hoya. However, due to rehydration after the weigh in, De la Hoya came into the fight actually weighing less than Pacquiao, and close to 20 pounds under his usual fighting weight. Pacquiao dominated the fight, and after eight rounds De La Hoya's corner was forced to throw in the towel, awarding Pacquiao the win via technical knockout. On May 2, 2009, Pacquiao fought at light welterweight or super lightweight division for the first time against Ricky Hatton at the MGM Grand Las Vegas, in a fight billed as "The Battle of the East and West". Pacquiao won the bout via knockout to claim the International Boxing Organization (IBO) Junior Welterweight and The Ring Junior Welterweight World Titles (as well as the lineal light welterweight title). In doing so, Pacquiao became the second man in boxing history to become a six-division world champion, a fighter who won world titles in six different weight divisions and the first man ever to win lineal world titles in four different weight classes. On November 14, 2009, Pacquiao defeated Miguel Cotto via technical knockout in the twelfth round, at the MGM Grand Las Vegas, in a fight billed as "Firepower". Although the bout was sanctioned as a world title fight in the welterweight division, where the weight limit is 147 pounds, Cotto agreed to fight at a catchweight of 145 pounds. Pacquiao dominated the fight, knocking Cotto down in round three and round four, before the referee stopped the fight at 0:55 of round twelve. With this victory, Pacquiao took the World Boxing Organization (WBO) Welterweight World Title and WBO Super Champion belts, to become the first seven-division world champion, the first fighter in boxing history to win world titles in seven different weight divisions. Pacquiao also won the first and special WBC Diamond Championship belt. This belt was created as an honorary championship exclusively to award the winner of a historic fight between two high-profile boxers. After the fight, promoter Bob Arum stated "Pacquiao is the greatest boxer I've ever seen, and I've seen them all, including Ali, Hagler and Sugar Ray Leonard." Miguel Cotto said in a post fight interview: "Miguel Cotto comes to boxing to fight the biggest names, and Manny is one of the best boxers we have of all time." Cotto showed heart and fans regarded this as one of the year's best fights. On July 23, 2010, Bob Arum announced that Pacquiao would fight Antonio Margarito on November 13, 2010. The fight for the vacant WBC Super Welterweight World Title gave Pacquiao the chance to win a world title in his eighth weight class, the light middleweight or super welterweight division. A catchweight of 150 pounds was established for the fight although the weight limit for the light middleweight division is 154 pounds. During the pre-fight, Pacquiao weighed in at a low 144.6 pounds, while Margarito weighed in at the limit of 150 pounds. Pacquiao said he was pleased with his weight because he loses too much speed when he gains pounds. During the fight itself, Pacquiao weighed 148 lbs, 17 pounds lighter than Margarito's 165.[On May 7, 2011, Pacquiao successfully defended his WBO World Welterweight title against three-division world champion Shane Mosley via lopsided unanimous decision at the MGM Grand Arena. Rapper LL Cool J performed as Mosley entered first the arena, while vocalist Jimi Jamison of the rock band Survivor sang Eye of the Tiger as Pacquiao approached the ring. Pacquiao knocked Mosley down in the third round using a one-two capped with a left straight. Mosley was left dazed by the knock down but managed to stand up. Mosley floored Pacquiao in the tenth round with a push, but referee Kenny Bayless inexplicably ruled it a knockdown. None of the judges seemed to have bought it judging from the scores. Replays showed that Pacquiao was throwing a punch off balance, slipped and went down with a little help from Mosley's right hand. Bayless apologized to Pacquiao after the fight for the mistake. Pacquiao gained one-sided verdicts from all three judges - 119-108, 120-108 and 120-107. Pacquiao reported that the only thing preventing him from knocking out Mosley was a cramp in his legs. Freddie Roach said that Pacquio had problems with cramping before but usually in training sessions and not in the middle of bouts.
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