H1b Visa Stamping and travelling during H1B extension is under process

[phkhadse]

Hi

I have a situation here -

1. My visa when I travelled from India to USA was stamped till March 2014 and after that I got extension till Oct 2016 from my previous employer.
2. I joined another company in June 2014 and during H1 transfer I got visa till DEC 2014, only got 6 months on extension.
3. I am planning to go to India for vacation in Oct 2014 and planning to come back by 1st Nov 2014.
4. As my stamped visa on the passport is old one, I will have to go for Visa Stamping before travelling to USA.
5. This visa will be for extension till DEC 2014.
6. My current employer will be filing my visa extension soon before I travel.

In this situation please let me know -
1. If I can travel to India and go for visa stamping without any issues during Oct 2014 when already another visa extension will be under process.
2. If during my stay in India the filed extension gets approved, then in this case which I94 will be valid as per the new extension or will be valid only till DEC 2014?
3. Is it OK to travel when the extension of visa is in process? What other alternative can we plan - like waiting till extension approval?

Thanks for your help