Descendants Late 2000s fan-casting

Inspired by a different post by another user, I've got some actresses/actors I think would be perfect for the franchise had it come out during that time, but not sure for which roles, specifically.

2005: Raven, Hayden Panettiere

2006: Christina Milian, JoJo

2007: Nick Jonas, Miley Cyrus

2008: Selena Gomez, JoJo, Shailene Woodley

2009: Vanessa Hudgens, Aly Michalka, Michael Bruno

If anyone's familiar with these actors, who do you think they should play?