First If you're looking for tendon health drop the winstrol all together, Var alone will provide great collagen synthesis for what your trying to do, winstrol will wreck havoc on your joints. The var may help counter this, but if one of your goals is tendon strength, leave winny out.
Second - Var nor winstrol are extremely effective for kickstarts, consider dbol @ 30-40mg/ed for the first 4 weeks.
Third, I don't see a need to taper the dose up to 750 just start there and enjoy the cycle.
Here is what id recommend for you:
1-12(14) Test E 750/wk
1-12(14) Mast P/E 400-600/wk
1-4 Dbol 40mg/ed
4-12 Var 75mg/ed
1-PCT Aromasin 12.5-25mg/ed
PCT 14 days after last pin.