I didn't put any regions so I can't say how effective that is, but I think putting what you really want first, a more reasonable nearby prefecture or city as your second, and then someplace you like in a different region as your third choice sounds good (since that's what I did |D;;) If you just put Kinki you might end up pretty far from Osaka, but if you don't mind that then it might help, since you'd be flexible to anywhere in that region? XD;

Oh, okay, awesome~ Someone who was in my city last year went from there, and I think she had a good experience. ^^ New York is the worst, since it accounts for a huge portion of the JETs from the US, so there's a million people who go through there, the interviews are a hot mess, and your chances are lower. XD;

At any rate, I hope you get in! I'd love to meet up sometime. ^^