For the 1st method, this is what I call in a way empirique.il you have to restart the calculation several times to get the desired deformation, for this simplified model it is quite simple but in some cases the calculations can be long.
For the 2nd method, if I apply a displacement imposed on the "tip" so that it is in contact with the plane, I do not arrive at the same deformation as with method 1
If I had to solve this problem, I would proceed in two ways
1°) the creates an anvil which is a fixed part (glued on the plane and I put a large deformation with a contact without penetration between the deformed part and the anvil.
2°) I replace the anvil with a virtual wall which avoids adding a Part and having an ASM.
The two solutions discussed are done with the standard version of Simulation
Kind regards
PS: I would like to draw your attention to a big mistake on the application of the vertical force. It cannot cover the whole face 1. A separation zone must be made beforehand with the "separation line" function. With the support as you did, your simulation will be wrong (if it doesn't waffle) and worse you won't have the real deformation. (see possibly the tutorial I made on the subject)