Gateway to Ruin!
Ash and friends are on their way to the town where Dawn's next contest will be held. They arrive at Mt. Coronet, the massive mountain that divides the Sinnoh region in half. The mountain also divides the region's pokémon, like Shellos. The Blue and Pink Shellos have ended up on the opposite side of the mountain, and while trying to figure out why, Piplup falls into an artificial tunnel, and when they go to rescue him, they come across something sinister.
Aired 23/07/2009EP 136 - Gateway to Ruin!

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.