I don't know if it is possible to upgrade to T2 '009 (i think it is, but there isn't any official "upgrade-kit"), but you can't upgrade it to a T3. That's a totally new car, so you will end up changing all the parts.
I don't know the T2R that much, but what I've heard, is that the T2R is basically a T2 '008 with some changes. The T2 '009 is "just" an optimized T2 '008 (basically), so it should be possible.
But if I were you, I would just buy a used T2 '009 to begin with. There is going to be a lot of them on the market, now that the T3 has arrived.