no one has won it yet,but ash has been knocked out unfortunately,in the future he might actually win a cup
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For now, he didnt, but he will at the Unova League!
Including Genesect:-155 Pokemon in the Unova region.
The season that is after Pokémon Diamond and Pearl: Sinnoh League Victors is the season that is titled "Pokémon Black and White" which takes place in the Unova region.
there is 160 pokemon
he saw alomaloma ( or however you say it) is the first unova pokemon he saw