Four Roads Diverged in a Pokemon Port!
Ash and friends run into Kenny who is having a special training session with Olivine Gym Leader Jasmine. Kenny is already preparing for the next Grand Festival, and this worries Dawn as she has not decided what her next step will be. Kenny challenges Ash to a battle and says that if he defeats him, then Dawn must travel with him. Who will win the battle?
Aired 10/06/2010EP 180 - Four Roads Diverged in a Pokemon Port!

2006
Pokémon the Series: Diamond and Pearl
After defeating Brandon and declining the offer to be a Frontier Brain, Ash sets off to travel through the far away land of Sinnoh. Once he gets there, he meets up with Hikari, a local trainer from the region, and they decide to travel together.