For reference, we shall use Red's team for Pokemon HG/SS and Cynthia's rematch team from Pokemon Platinum, so that they are more or less on equal footing. Their movesets and levels are displayed in the images.
To me, as much as I want Red to win because he is my goat, I think Cynthia still has the better chance to win because the moveset of her pokemon are better overall. I think Red COULD win if he used Lapras to take out Garchomp as soon as possible, but I don't think Cynthia would use her strongest pokemon so soon in a battle. But what do you all think?
And please try to elaborate as much as you can in your answers. Infodump and let your hyperfocus take over my guys! Have fun and I am excited to hear your answers x3
by HealthMother3125