Gosh...chronological order sounds fantastic! But, I know nothing about music so whether it'd be hard on you or not I couldn't say. I'm just going to say go with whatever is easiest, but chronological order man...that sounds like something I personally want to hear! xD
I've finally decided on what I'm doing for my entry. I'm (attempting) to make a Pokémon battle theme medley. So far I've got a bit of the Gold/Silver/Crystal Champion Theme and also the Emerald Frontier Brain Battle Theme. I'll try and make this as nostalgic/epic as I possibly can. Any suggestions for songs to include?
Though I can't vote (or maybe I can but I don't believe it'd be ethically right if I did ) I will say that as a fan of your music and of Pokemon I'd love to see the Fire Red/Leaf Green or Red/Blue Gym Leader/Elite Four battle theme.