A TAS involving sequence breaks would be unconventional and would probably be a candidate for the playground.
Requirements:
Pokemon Stadium 2, Pokemon Red/Blue, Pokemon Yellow (Multi-disk bundler, 2 controllers, 2 Transfer Paks), and a way to rip the save to use it in GBHawk.
Verification:
In Pokemon Stadium 2, beat all of Round 1. Start Pokemon Red/Blue, either do the Mew glitch, teach Mew Dig, Cut, Fly, and Strength, have a Fresh Water in the inventory, save at a Pokemon Center. Start Pokemon Yellow, catch Pidgey, save at a Pokemon Center. Deposit the Fresh Water to the Color Case, trade Pidgey and Mew, withdraw the Fresh Water from the Color Case. Beat the Round 2 Prime Cup with Pikachu on the team. After Pikachu learns Surf, return to title screen. Finally, upload the verification movie.
Sequence breaks:
We can skip getting the S.S. Ticket, Rock Tunnel, and the Safari Zone with this setup. It allows us to skip at least 20 trainers which will make it harder. Thank goodness for Gen I misses.
We can't use Mupen64-rr as it is (attempting to record from now in Mupen64-rr may show an error message in-game). The Ares 64 Accuracy core in BizHawk will have to be used to set up the verification movie. DV manipulation for Pikachu is recommended during setup.