Which transport with my Jay's Audio DAC?

Advice needed.
I currently have a Nuprime CDT 8 feeding a Jay's Audio DAC. The CDT 8 oversamples the  PCM signal incoming to the DAC, and does DSD.
I have followed the discussions of the Jay's Audio CDT2- Mk2 with interest, since it looks to be a transport superior to the Nuprime. However, it does not provide PCM oversampling or DSD; and I think that the Jay's DAC cannot oversample a signal on its own. [Can any DAC?]
The question, then, is which combination is likely to be the better: 1. The Nuprime transport and the Jay's Audio DAC or 2. The Jay's Audio transport and the Jay's Audio DAC? Does the presumed superiority of the Jay's Audio transport more than compensate for the OS-ing capacity of the Nuprime DAC? 
Or perhaps any question of preferring an OS-ing to a NOS-ing transport is simply a matter of taste, and not any sort of objective criterion for making a choice like this?
Any insights will be appreciated.