No. I just figured it out. What's wrong is that you need to actuallysee a Pokemon before you can ask for it in a gts trade. And I won't be able to see Chikorita until I see a trainer with one. A trainer might have one by the time I get to Goldenrod, but it's a huge risk.
A risk I am willing to take. For the Uberparty.
Here's a question. If I actually managed to pull this off would I get amazing street cred?