First, you should let him know that death is never actually death...and all the people in his dream represent something he sees in himself (traits he sees in, let's say, you that he subconsciously acknowledges in himself). This is more like a dream about different parts of him telling him it's time to change.

If it's so bqad he can't face it...and if it keeps recurring...he should see a dr about getting on a sleep med. Something (other than ambien) that will basically keep him from dreaming.