Yes, if you have their inmate ID (52490-509) and the money transfer company (Western Union). Whether it is a good use of your money is a different question. Celebrity inmates with significant careers and resources on the outside are rarely in need of commissary funds from fans. Their teams, family members, and label money typically keep their books covered. A letter or a postcard is probably a more meaningful gesture and costs far less.
If you genuinely want to support an incarcerated person who actually needs it, the money would go considerably further for someone without a recording contract waiting on the other side of their release date.