@ LeakyNun @ AlessandroCodenotti Actually, I am thinking, since ordinals are transitive under $\in$, if we have the set of all countable well orderings S (an element in $\mathcal{P}^2(\Bbb{N})$), then the union of them all must be an ordinal and thus it will be automatically well ordered because of transitivity, no?
If that's the case, then we can bypass showing that $\alpha < \beta$ for any $\alpha,\beta \in S$