Yes. The 3.5mm output and the positive phase on the 4.4mm output are wired together.
However, since the Pentaconn 4.4mm socket is a fully balanced output. it will sound louder than the 3.5mm socket if two pf the same headphones are plugged in. Always use a balanced cable with the 4.4mm connection, as it contains the two active negative phases that would otherwise short together on a non-balanced cable.
