I have run Tren a few times. For your 1st time doing it. I would def recommend doing it every other day at 75mg, or if you want to do it everyday, because it is def more effective everyday, do 50mg that is the minimum I have heard anyone doing it. My reason for doing it every other day or a low dose, is because it is a strong AS, I ran 75mg ed and had very bad sides. It was my fault, I used to run tren years ago and never had a problem and thought i would be fine. Doesn't hurt to start small because you will see gains no matter what on tren, and you can always increase it the next cycle.
As for prop, I am new to it, but I run it as Chriswho? recommended at 100mg and it works great.
Stay away from the Winstrol (winny), very overrated. I did the following last show
Test E 350mg a week - Weeks 1-10
Tren A 75mg ed - Weeks 1-14
Var 100mg ed (got a great deal on it which is why I ran it so high, def helped with joints and hardness) Weeks 6-14
Winny 50mg injections ED - Weeks 6-14
Ran Amridex and Bromo 1.25 ED when I felt sides
I def prefer Test prop to E.
Best of luck