Playoff bound teams value 'intangibles' certainly. But a lot goes into intangible and I simply don't buy that Ladd's are so much better than Vermette's.
Ladd was a 3rd liner on a Stanley Cup winning team and a 4th liner on another. He was a 3rd liner on another team that made the finals.
Vermette was a 2nd liner, main PKer and main faceoff man for a team that made it to the finals. He was also the 1st line center and leading scorer for a Coyotes team that made it to the conference finals in 2012.
I just don't buy that Ladd's playoff experience exceeds Vermette's but such a degree that it puts Ladd on an entirely different level. And I don't buy that Ladd's higher level of production out weights Vermette's much higher level of PK and faceoff ability.
I think the problem is that you are phrasing what you are expecting as a 1st plus a better prospect than Dahlbeck.
The problem is, prospects like Crouse and Vrana are already a much much better package than a 1st plus a meh prospect.
Most teams would rather give up two late 1st rounders than part with one prospect on the level of Crouse/Vrana.
Florida alone probably has ten prospects that are significantly better than Dahlbeck but worse than Crouse.
So Vermette had 5 points in 20 games as Ottawa's 2nd line C in their run to the Cup? A regular Claude Lemieux!
Also, I'd say Ladd might be the individual most responsible for Carolina's Cup win...
Edit: Ladd's stat line from Carolina's Cup winning run: 17gp, 2g, 3a, 5p. So he contributed as much offense from the 4th line as Vermette did in 3 more games as 2C? Huh...