Comparing the whole Saturn V mission vs an orbital delivery is totally apples to oranges. There's no doubt that developing Saturn V was vastly harder but they are so different that the comparison is pointless.
There is one point where comparing them makes sense: Vertical landing of a rocket-powered vehicle.
It's still an unfair comparison for one fundamental reason: one was man-controlled, while the other was automatic. There's a human at the heart of the lunar lander controls, where Falcon 9 uses a computer.
In one hand, the tasks before the computer are harder. There's a precise point of landing vs any random semi-flat piece of Lunar surface. There's a vehicle with a much higher point of mass and poorer landing legs configuration. There's a much higher gravity to brake against. In case of barge landing the landing point moves. A computer to land a lunar lander would be much, much easier to build.
But on the other hand you have a human in a terribly unwieldy spacesuit, with only rudimentary instrumentation (heavily depending on observing shadows on the ground!), subjected to all kinds of accelerations, doing something he had never done it outside of simulation, under immense amount of stress, and having only one go at it.
So while theoretically the computer's task is harder than the human's, the number of handicaps the human suffered while performing the landing well balances it out.