150mg EOD would give 525mg per week. That would be a good starting dosage. I would not run the winny this cycle. He will get good gains from the prop alone. 8 weeks is a good run with prop. He should feel the prop the first week.
Make sure you have ancillaries on hand in case your friend developes gyno syptoms.
How old is your friend?
What do you have planned for PCT?