This is probably just a case of “waxing syllables” — the Pāḷi almost always lists such things in order of increasing syllable count. In this case: 4, 5, 5.
“MA (commentary MN, Green) states that the notion “this is mine” is induced by craving, the notion “this I am” by conceit, and the notion “this is my self” by wrong views. These three - craving, conceit, and views - are called the three obsessions (gaha). They are also the mainsprings behind conceiving (MN 1) and mental proliferation” (MN 18).
I have understood it this way: Wrong views are abandon first. (this is my self, my atta)
One can cling to wrong views like eternalism and annihilism (or a combination) or to views of self (20 sakkaya ditthi’s). I belief these are all abandon at sotapanna stage. This would mean that thoughts about ‘my atta’ will be abandoned first. This does not mean one is without a notion and longing of atta yet. One still experiences a self.
Craving (in a subtle way) and conceit both exist until one has become an arahant. This also means, i think, that notions of me and mine exist until arahatta.
What i understand of SN22.89, Khemaka, who had abandon sakkaya ditthi, still was not quit able to bear the pain because of the defilement of asmi mana and the subtle ego-craving. In other words, there was still a subtle me and mine-making of that pain. No total detachment because of asmi mana.
There is still someone inside, as it were, who feels the pain. And that way of experiencing things comes as a heavy burden on body and mind.
The most dramatic thing, i feel, is, because of these defilements, we cannot let go of sufferings, misery.