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Honesty, honesty, honesty.
He will do her no favors by prolonging the reality of how things are. If she realizes that things will go nowhere as you have suggested, she should be expecting the conversation on some level as it is.
Even when heartache is a factor, honest, open communication is far less painful than deception through omission. He owes it to both of them and their friendship to be direct and real about this. To delay it in any way is to deny both of them the opportunity to move on and seek true companionship.
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In the depth of winter, I finally learned that there was within me an invincible summer.
~Albert Camus
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