Episode Title:
Evolving Strategies!.
Episode Description:
Ash and Paul's six-on-six Pokémon battle rages on with both Trainers giving it everything they've got. During the battle, Ash's Chimchar evolves into Monferno, learning Mach Punch in the process but despite its best efforts, Monferno is eventually defeated, resulting in Paul winning the battle while Ash is left greatly devastated that Paul has defeated all of Ash's Pokémon, leaving Ash's Pokémon team badly injured. The episode ends with Ash cradling Monferno and crying at his loss while Ash's own future in the Sinnoh League and also as a Pokémon Trainer have both been left in doubt following Ash's worst defeat ever.