Jenkins made his PDC World Darts Championship debut in 2005, losing his opening game to Ronnie Baxter. In 2006, he was seeded 15 and won his first match against Jimmy Mann before falling in the last 32 to Andy Hamilton, who also ended Jenkins hopes in the 2007 World Championship, this time at the quarter-final stage by 5 sets to 4. In 2008, Jenkins fell at the first hurdle to 21-year-old qualifier Kirk Shepherd who went on to reach the final of the competition (losing to John Part). Jenkins had led 2–1 in sets and had seven darts to win the match in the fourth set, but missed all of them. Jenkins suffered a second successive first round exit in the 2009 World Championship, losing to another qualifier in Dennis Smith. Jenkins managed to break his Alexandra Palace hoodoo (which included becoming the first player to ever be whitewashed in the 2007 Premier League Darts by Colin Lloyd), in the 2010 PDC World Championship by beating Paul Nicholson 3–2 in a tense affair. He then beat Darin Young in the 2nd round 4–0 before losing to eventual runner-up Simon Whitlock 4–2 in the 3rd round. In 2011, he made a tense start to his World Championship bid, beating Joe Cullen 3–2 in sets after winning the first 7 legs. He followed that up with a convincing 4–1 victory over Steve Brown. He went on to defeat Mark Walsh and Wes Newton before losing 6–2 to Gary Anderson in the semi-finals. Jenkins made the quarter-finals in 2012, where he lost 3–5 to Adrian Lewis.