2008: Who won the first edition of the Indian Premier League in 2008? It's a good quiz question today as Rajasthan Royals, under player-mentor Shane Warne, were rank outsiders who won the first edition but could not really keep up to the early promise over the years. They upset a star-studded Chennai Super Kings by three wickets in the final at the D.Y. Patil Sports Stadium in Nerul in Mumbai. Player of the Series: Shane Watson