Comin' together!
Do I have this right: You're going to wrap a chain around the stump to be pulled, attach that chain to one end of the hydraulic cylinder, & attach the other end of the cylinder to another chain chained to another stump? & pull horizontally?
The cylinder will lay horizontally on the box blade as you showed while it's operating?
Seems like it should work ... if I have that right.
Now ... if you could modify your plan a little, by adding a snatch block: Pick 2 big "anchor" stumps close together, attach your end chains around those, & attach a snatch block to the stump-to-be-pulled (using a 3rd chain), I think that doubles (almost) your pulling power.
Either way I'm anxious to learn how well it works!