Rich,
I am not sure I agree with you. I am not sure if the purpose is to tell differences between sources, but to get good sound.
David, I agree with your logic . . . if the purpose is to get good sound on a budget by spending wisely and incrementally. But the question posed by the original poster was: which should be upgraded first, the amp or the preamp, with the understanding that the other component would be upgraded within six months. The source wasn't even a consideration until Sunday piped in with his response.
I simply believe that if you are going to upgrade the amp and the preamp, it makes sense to upgrade the amp first because, as you said, to get decent sound one needs a decent amp. And with a decent amp, I think you are in a better position to judge differences between preamps, and later, sources. Once the amp is upgraded, again it makes sense to me to upgrade the preamp next, and then the source.
This argument is based on the idea that you will buy components based on auditioning them in your own system. To me it makes no sense to buy components based on listening to them in the showroom because there are too many variables you can't account for that make it difficult to judge the components.
Trying to judge between various preamps or various sources when you have inadequate amps driving your speakers just doesn't work in my opinion.