If the purchase price is an amount that he would be devastated in losing, then its a no brainer not to bother. As with Rilots story above, it doesnt have to be your fault for a total loss which would not be covered, there is nothing any of us could do to prevent a situation as he describes (and incidently is why i will never drive a car using the useless DOC cover which is peddled by various companies).
I say either pay the comp price, whatever that may be, or wait until comp is available. I would also say that a Type R Honda is an absolutely stupid idea if insurance is the issue, there will be other better faster cars available without the insurance stigma of Type R honda's.