I like them both.
The "Classic" one is the PRS look with the history of the Customs and the McCarty. I am glad I did the PRS headstock on my Aquamarine DC 245 Signature PS, it looks great!
This guitar has become my favorite to play, and especially to gig with, with the great 6 pound weight, the great ergonomic package of the DC 245 (my favorite!!), and the awesome 408 pickups.
Agree with the statements here that the SC 245 Ted's look better with the Santana headstock, more of a historical G***** look.
But given my 3+ love affair with the DC 245 Ted, I even dig the Santana headstock on the DC shape. While the "Classic" PRS headstock looks more at home on a Doublecut PRS shape, a la Custom 24, Custom 22, McCarty, to me the Santana headstock shape is part of what signals that particular DC is a DC 245 Ted, which makes it special and different.
This one on my Jade Glow DC Ted is fairly subtle, as there is no binding or purfling on it, while the SC 245 above pops more because it has the binding. The DC and SC in the oven have the Santana shape and both have purfling around the headstock, which will make it more obvious that they have the Santana headstock shape.
Of course the Santana headstock looks pretty good on a Santana as well!
So when my 2 Private Stock's in the oven come in, looks like my collection will be 5 of 6 with the Santana headstock, but the one pointy one will be the "Number One" go-to gigging guitar. Weird!