myTouch 3G got 2 updates to Android 2.2. I don't recall a device released by any carrier with Android 1.5 going from there to 2.2...
G1 got 2 updates
The behold was a joke of a phone from Samsung. The Galaxy S Vibrant got an update to 2.2. The myTouch 4G is on Gingerbread. The myTouch 3G Slide got an update to 2.2. The Galaxy S 4G got an update to 2.3.
The Galaxy S Vibrant didn't get an update to 2.3 gingerbread. The CLIQ never got an update to 2.1 because Motorola seriously sucks... they themselves said they couldn't do it. The Motorola Devour on Verizon is stuck on 1.6. The DROID Eris is stuck on 2.1. The Moment from Sprint is on 2.1 or 2.2. Intercept is on 2.2