I know this is an extreme example but let's look at the impact of 4 years of 1st round picks for teams in recent years:
Pittsburgh:
2003-- Marc-Andre Fleury (1st overall, lol)
2004-- Evgeni Malkin (2nd overall)
2005-- Sidney Crosby (1st overall)
2006-- KJordan Staal (2nd overall)
Washington:
2004-- Ovechkin (1st overall)
2005-- Pokulok (14th overall, bust)
2006-- Backstrom (4th overall)
2007-- Alzner (5th overall, bluechipper)
Chicago: (03 was Seabrook at 14th overall)
2004-- Barker (3rd overall)
2005-- Skille (7th overall)
2006-- Toews (3rd overall)
2007-- Kane (1st overall)
Edmonton: (this one isn't fair because somehow they got 3 first overalls in a row, but hey it's not too far off of Pitts' situation)
2009-- Paajarvi-Svensson (10th overall)
2010-- Hall (1st overall)
2011-- Nugent-Hopkins (1st overall)
2012-- Yakupov (1st overall)
(Edmonton's firsts in 07 and 08 were Gagner and Eberle, so even if you cut out the last two years it's a significant haul)
I know you qualified it as an extreme example but it's still a pretty pointless comparison, Philly's picks will all be 25-30 pretty much, it's more like:
Vancouver:
2009 - Jordan Schroder (22nd overall)
2010 - Quinten Howden (25th overall) [Panthers had the pick]
2011 - Nicklas Jensen (29th overall)
2012 - Brendan Guance (26th overall)
Pittsburgh
2007 - Angelo Esposito (20th overall)
2008 - Dalton Levielle (29th overall) [Atlanta had the pick]
2009 - Simon Despres (30th overall) Damn that 30th overall spot this year lol
2010 - Beau Bennet (20th overall)
etc.