There would be no problem from the Canadian side. If he's a Canadian citizen, he doesn't lose that just because he has a US green card.
Is there some restriction on him to travel? If he's allowed to go to Canada with his conditional green card, then he can work there.
He might want to apply for a Nexus card to make his border crossings easier though. See http://www.cbsa-asfc.gc.ca/prog/nexus/me鈥?/a> for Nexus.
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