I lived in the neighborhood of Facebook's office for a few years. I suspect the "wooded trail" is actually just walking up to the top of the small hill by Peter Coutts Circle. It's actually a pretty nice view for how short a walk it is. If it's not that, it's the trail to the dish, which is not wooded at all.

Either way, I don't see how you could possibly see Apple in Cupertino from either place. Take a look at the map, and then look at this random video shot from the dish trail: http://www.youtube.com/watch?v=Aar3EH4y1JA

The camera is pointed in the direction of Cupertino around 1:20 or so. There's no way you can "point out" Apple's campus. You can wave in the right direction, but you can do that from an office too.