Sandhi chronology

Dear Pali friends,

My friend and me are working on a context-sensitive morphological analyzer for Pali.
Of particular difficulty is the task of resolving sandhi.

With declensions, some of the case endings occur only in later Pali literature.
Is there something similar with sandhi, - I suppose the earlier texts would use a limited set of sandhi rules, while the later texts would use significantly more rules?

Is there a kind of chronology of sandhi usage - with some rules used early on, and some only much later?

Would you please help to sort the sandhi rules, e.g.
https://dubuddhiststudies.wordpress.com/2015/09/09/sandhi/
regarding their chronology of usage, and frequency of use?

This would help us to resolve the sandhi's correctly, taking in account chronological layers of Pali texts.

Metta, Dmytro