Aldebaran had designed the trial so that it was impossible for Simon to complete it. He had no intention of sending his master back to that dungeon in the first place. The motive behind him designing such a trial was to make Simon give up willingly after realising his limits.
After all, if one did not have strength in this world, even if they have lofty ideals, it is all meaningless. Power reigned supreme, that was the absolute truth... no, law.
"Yes in front of absolute strength, you don't even have the right to decide your own fate" Aldebaran's ancient voice had a tinge of sorrow as he reminisced.
'Master, I hope that you can forgive my insolence. One day when your memories return, you will naturally realise the intention behind my actions today. The world is vast, at that time, we detected their presence too late. Not even lord Samael was able to foresee that' he muttered as he saw how anxious and distressed Cecilia was seeing the demon struggle.