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I never thought about this kind of scenario. With long ranged Kamui, Defense Kamui, Stabilized EMS Susanoo and Itachi's existing MS techniques would definitely put him above EMS Madara.
Itachi was faking the whole thing. The whole point of EMS is fusing the two MS eyes to make a stronger one. You can't accomplish this with 3-Tomoe as it has no unique powers like MS does.
The main point is:
Nagato > EMS Madara > BM Naruto > EMS Itachi > EMS Sasuke
Itachi would have to get past EMS Madara and BM Naruto before even dreaming about fighting Nagato.
...'cause that's the only way Itachi could win or even get as strong as BM Naruto; If he dreams it.