https://www.torproject.org/projects/obfsproxy.html.en#download
He will probably still be able to use Tor. However he needs the Obfsproxy Tor Browser Bundle. You might want to download this, add some files, and then zip it with a password. Upload it to a site he can access and send him a link. Make it so the zip file is of a name like pictures.zip and it isn't obvious to censors. Then give him a password by some other means (phone). You should probably not be too explicit on the phone about what it is in case they are listening. Once he has it you can delete the file from the server he has downloaded it from. The bundle includes some pre-configured obfsproxy bridges and you can get more bridges from BridgeDB. I'd probably give him more bridges in the future as he needs them over the phone if at all possible. That way it is less likely he will be detected / become targeted/noticed by the government.
