Soviet Phobos 1 and 2 (1988)
The Soviet Union launched twin spacecraft to study Mars and Phobos, including landers meant to touch the moon. Phobos 1 was lost en route after a command error; Phobos 2 reached Mars orbit and imaged Phobos before contact was lost just before its lander deployment.
Neither probe reached the Phobos surface; the program ended without returning data from the moon.
Phobos remained untouched for 38 years, making MMX the first serious attempt to sample it.
Ars Technica notes 'MMX is not the first mission to attempt a sample return from Phobos.' The Soviet failures show why reaching and sampling the tiny moon is so difficult.
