This seems really good but I can see some issues arising in a normal game. First, the DS has zero lane presence leaving Sven unprotected and by himself. Can easily be offset with a solo hard laner of course, but if the enemy is running an aggressive tri, you're going to be in trouble (not to mention you're using one of the best offlaners in your jungle).
In order to hit this exact timing, you're really relying on access to the courier for those salves to come out. This will never happen beyond really well co-ordinating five stacks (or maybe the top of the tiers - point is, the majority of us probably won't have the chance to get timed salves with the courier running tp scrolls or magic wands to the side lanes or bottles to the mid).
With this method, Dark Seer is really vulnerable while jungling and it's going to be incredibly obvious he's there pretty early on. A few wards will stop the ancient stacks and possibly lead to early deaths thus delaying this tactic further.
Vlad's is a really poor pick-up. I like Dark Seer in the jungle because you can get a really early mek like Enigma and then start into some fast tower pushes to gain map control. Vlad's first does the opposite. It pulls your carry away from a lane and delays your teamfight/pushing potential even later (especially since you're giving this farm to your carry). Granted, there's nothing stopping you from farming this yourself.
Something really good to keep in mind though and I suspect it can work in a fair number of situations (especially with un-coordinated pubs). I could see IceFrog balancing this. Possibly give that cliff the same "can't vacuum on top" characteristic like the cliffs around the rune spots.